The classy Women's Go Along Boot from Kenneth Cole Reaction makes a sophisticated addition to your cold-weather wardrobe, both day and night. Featuring a fashionably pointed toe and 3-inch heel, these tall, polished boots create a sleek profile. Stretch poyurethane uppers and a man-made lining are finished with a rubber sole and side-zip closure. These boots look great with a flared skirt and cropped jacket for a crisp and timeless look.

This boot from Charles by Charles David is the Elixir you need. Made from buttery leather, it features a round toe, straight high heel, slight platform, and super-slouchy shaft for on-trend texture. This boot begs to be pulled over leggings, skinny jeans, or other cool-weather pieces.

Have boot. Will travel in style. The Ephiphany ankle boot from Nine West makes all the right trend moves: leather and suede combine for a sleek, chic profile and platform styling and a chunky heel give figure-enhancing lift. A lovely almond toe completes its easy appeal.